Abstract
Tetrapeptides based on amino acids involved in the catalytic site of RNase T1 were synthesized. These peptides interact with a 96-mer fragment of HIV-1 RNA, which results in phosphodiester bonds splitting. The efficacy of RNA cleavage depends on the mutual arrangement of oppositely charged amino acids (Glu and Arg or Lys) in a peptide. The introduction of an additional cationic fragment (based on bis-quaternary salts of 1,4-diazabicyclooctane) into an RNase mimetic leads to a considerable increase in the efficiency of RNA depolymerization.
This is a preview of subscription content, log in via an institution to check access.
Similar content being viewed by others
References
I. L. Kuznetsova, N. S. Zhdan, M. A. Zenkova, V. V. Vlassov, and V. N. Sil’nikov, Izv. Akad. Nauk, Ser. Khim., 2004, 435 [Russ. Chem. Bull., Int. Ed., 2004, 53, 455].
N. S. Zhdan, I. L. Kuznetsova, A. V. Vlassov, V. N. Sil’nikov, M. A. Zenkova, and V. V. Vlassov, Bioorg. Khim., 1999, 10, 723 [Russ. J. Bioorg. Chem., 1999, 10, 639 (Engl. Transl.)].
M. A. Zenkova, N. L. Chumakova, A. V. Vlassov, N. I. Komarova, A. G. Ven’yaminova, V. V. Vlassov, and V. N. Sil’nikov, Mol. Biol., 2000, 34, 456 [Russ. Mol. Biol., 2000, 34 (Engl. Transl.)].
R. T. Raines, Chem. Rev., 1998, 98, 1045.
G. J. Bartlet, C. T. Porter, N. Borkakoti, and J. M. Thornton, J. Mol. Biol., 2002, 324, 105.
A. Heydenreich, G. Koellner, H. Choe, F. Cordes, C. Kisker, H. Schindelin, R. Adamiak, U. Hahn, and W. Saenger, Eur. J. Biochem., 1993, 218, 1005.
S. Loverix, A. Winqvist, R. Strömberg, and J. Steyaert, Chem. Biol., 2000, 7, 651.
D. A. Konevets, N. L. Mironova, I. E. Beck, M. A. Zenkova, G. V. Shishkin, V. V. Vlassov, and V. N. Sil’nikov, Bioorg. Khim., 2002, 28, 367 [Russ. J. Bioorg. Chem., 2002, 27 (Engl. Transl.)].
I. Kuznetsova, F. Tuzikov, N. Tuzikova, N. Tamkovich, M. Zenkova, and V. Vlassov, Nucleosides Nucleotides, 2004, 27, 907.
D. A. Konevetz, I. E. Beck, N. G. Beloglazova, I. V. Sulimenkov, V. N. Sil’nikov, M. A. Zenkova, G. V. Shishkin, and V. V. Vlassov, Tetrahedron, 1999, 55, 503.
A. J. Gordon and R. A. Ford, The Chemist’s Companion. A Handbook of Practical Data, Techniques, and References, Wiley-Interscience, New York, 1972.
A. A. Gershkovich and V. K. Kibirev, Sintez peptidov. Reagenty i metody [Synthesis of Peptides. Reagents and Methods], Naukova Dumka, Kiev, 1987 (in Russian).
Author information
Authors and Affiliations
Additional information
For Part 5, see Ref. 1.
Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 11, pp. 2596–2604, November, 2005.
Rights and permissions
About this article
Cite this article
Koroleva, L.S., Donina, A.A., Tamkovich, N.V. et al. Artificial ribonucleases 6. Ribonuclease activity of tetrapeptides based on amino acids involved in the catalytic site of RNase T1. Russ Chem Bull 54, 2682–2691 (2005). https://doi.org/10.1007/s11172-006-0176-4
Received:
Revised:
Issue Date:
DOI: https://doi.org/10.1007/s11172-006-0176-4